The improbable No Agenda podcast (available on iTunes) features well-known tech columnist John Dvorak and podcaster Adam Curry, who was an early VJ on MTV and also played a major role in the birth of podcasting.
Dvorak can be seriously caustic (and also right on the money) and politically tends towards right wing crankiness. Curry has been exploring all manner of conspiracy theories on his Daily Source Code podcast for the past several months.
But they don’t just talk politics. They wander all over the place. Tech, chit-chat, whatever. And it somehow works. Check it out.